Hydrochloric Acid → 1-Chloro-3-methoxy-2-nitrobenzene

HRID 422316

反応式

HRID 422316 の反応式
N([O-])=O.[Na+].[CH3:5][O:6][C:7]1[C:8]([N+:14]([O-:16])=[O:15])=[C:9](N)[CH:10]=[CH:11][CH:12]=1.C([O-])(O)=O.[Na+].[ClH:22]>O>[Cl:22][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([O:6][CH3:5])[C:8]=1[N+:14]([O-:16])=[O:15]

参加物

6

反応物 4

HCID 313Hydrochloric Acid2 回HCID 516892Sodium BicarbonateHCID 104647003-Methoxy-2-nitroanilineHCID 23668193Sodium Nitrite

生成物 1

HCID 2322681-Chloro-3-methoxy-2-nitrobenzene収率 66%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of sodium nitrite (180 mg, 2.60 mmol) in water (0.5 mL) was added dropwise to a solution of 3-methoxy-2-nitro-phenylamine (400 mg, 2.38 mmol, Example 86(A)) in HCl (37%, 3.9 mL) at 0° C. over one hour period. Then the reaction mixture was added to a cold (0° C.) solution of CuCl2 (640 mg, 4.76 mmol) in HCl (6N, 3.5 mL). The resulting green solution was stirred at room temperature for 2 days. Then, the reaction mixture was poured onto ice and neutralized carefully with a saturated solution of NaHCO3. The aqueous phase was extracted with AcOEt. The resulting organic phase was washed with brine, dried over MgSO4, filtered and evaporated to yield 293 mg (1.56 mmol, 66%) of 1-chloro-3-methoxy-2-nitrobenzene as a brown oil.

後処理

  1. extractionThe aqueous phase was extracted with AcOEt
  2. washThe resulting organic phase was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-83fe41ffe4bf471989a904b2f4e16880
出典データセット
uspto-grants-2012_01
特許番号
US08101637B2

関連ノート

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